I'm acting in a movie soon. After one of my rehearsals, my co-star invited me to her place to "go over lines". Is she trying to make a move on me? I can't tell. It will be just me and her at her place tomorrow night and I want to make a move.
Next Monday you'll feel more confident. After the gym you'll feel more confident. After one more drink you'll feel more confident. After you get a better haircut, a better jacket, a better job.
You've been "getting ready" for two years.
She's standing ten feet away right now. She'll be gone in four minutes. No amount of preparation will manufacture the courage that only comes from moving your feet.
Walk over. Stumble through the first sentence. Let it be clumsy. Let it be imperfect. You will feel more alive in those ten seconds than you have all month.